Journal
ORGANIC LETTERS
Volume 20, Issue 9, Pages 2649-2653Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00859
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Funding
- Swiss National Science Foundation
- American Chemical Society Petroleum Research Fund (ACS-PRF) [43546-G1]
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Access to a new class of oxazaborinines using an efficient transition-metal-catalyzed rearrangement is demonstrated. The method overcomes the synthetic challenge of achieving an aza-Claisen rearrangement of vinylogous N-allylic amide substrates, giving rise to a variety of highly modifiable oxazaborinine products. An investigation of the unique reactivity of these boron-based heterocycles has unveiled their underexplored potential as valuable building blocks and intermediates for organic synthesis.
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